Seselin from Naucleopsis caloneura

Phytochemistry
1972.0

Abstract

INSTEAD of the alkaloids previously isolated from Ficus septica, we have found partially racemic antofine to be the major alkaloid in young trees. Other, minor, bases were of the phenanthroindolizidine type but could not be related to known alkaloids and are as yet of undetermined structure; Trunk wood of Naucleopsis caloneura (Hub.) Ducke was extracted with ethanol (1%), chromatographed on silica, giving an aliphatic ketone, sitosterol and seselin (2',2'-dimethylpyrano-5',6': 8,7-coumarin, 0.0005 %), m.p. 119-120" (lit. 119-120"). Mass, NMR, UV and IR spectral measurements corroborated the identification. Seselin was detected in the ethanol extract of leaves by TLC; Leaves of Eugenia biflora (L.) DC. and Myrcia citrifolia (Aubl.) Urb. were extracted with light petroleum, chromatographed on silica, giving p-amyrin and eucalyptin (5hydroxy-4',7-dimethoxy-6,8-dimethylflavone), m.p. 198-200", acetate m.p. 245-246" (lit. resp. 198-200" and 245-246"). Mass, NMR, UV and IR spectral measurements corroborated the identifications. Eucalyptin has previously been isolated from Australian Eucalyptus and Angophora species; Clematis drummondii, Torr. & Gray, from hills near Monterrey, N.L. Mexico, was studied; its uses are unknown and previous work was on sister species.

Knowledge Graph

Similar Paper